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271 watches

There is no denying it, most men think college girl, Jen, is hot! But our experts agree, when is comes to fashion ... she just isn't wearing enough of it! Her friends and family tell us she dresses too tight, too bright, and most of all, too skimpy. They

There is no denying it, most men think college girl, Jen, is hot! But our experts agree, when is comes to fashion ... she just isn't wearing enough of it! Her friends and family tell us she dresses too tight, too bright, and most of all, too skimpy. They

267 watches

Working with Dolphins is great, but when you start to dress like one ... then you've got a problem. When former pageant queen Holli is not at work, she's either sporting dolphin motif T-shirts or dressed all in black with a dolphin necklace. This Key Larg

Working with Dolphins is great, but when you start to dress like one ... then you've got a problem. When former pageant queen Holli is not at work, she's either sporting dolphin motif T-shirts or dressed all in black with a dolphin necklace. This Key Larg

267 watches

At 42, Ann is living the American dream: a husband and two sons, a beautiful house, and a pillar of the community. But her wardrobe is a complete nightmare, a classic case of suburban schleppiness. Ann devotes her life to helping others, but her sense of

At 42, Ann is living the American dream: a husband and two sons, a beautiful house, and a pillar of the community. But her wardrobe is a complete nightmare, a classic case of suburban schleppiness. Ann devotes her life to helping others, but her sense of

273 watches

Lili is a 25-year-old law student who looks about 15. Just 5 feet tall, this Washington, D.C., native has a ""cutesy"" look that isn't going to cut it in court. Her mother, aunt and sister are desperate to settle the case, so they've called in our ultimat

Lili is a 25-year-old law student who looks about 15. Just 5 feet tall, this Washington, D.C., native has a ""cutesy"" look that isn't going to cut it in court. Her mother, aunt and sister are desperate to settle the case, so they've called in our ultimat

274 watches

Larry is a tall, dark and handsome bachelor living in Manhattan. As the successful owner of an upscale health spa and the author of a book on massage, Larry seems to have everything going for him Ã¢â‚¬â€ apart from his fashion sense, that is! Even those

Larry is a tall, dark and handsome bachelor living in Manhattan. As the successful owner of an upscale health spa and the author of a book on massage, Larry seems to have everything going for him Ã¢â‚¬â€ apart from his fashion sense, that is! Even those

273 watches

Christine succeeded in losing 80 pounds, but her style sense has never caught up. Baggy sweatpants and T-shirts still hide her hard-won figure. Her friends confess to WNTW host Jillian Hamilton: Christine's a self-described hippie who thinks fashion is a

Christine succeeded in losing 80 pounds, but her style sense has never caught up. Baggy sweatpants and T-shirts still hide her hard-won figure. Her friends confess to WNTW host Jillian Hamilton: Christine's a self-described hippie who thinks fashion is a

274 watches

Kerry is a 33-year-old opera singer on the edge of a flourishing career. She came to the city seven years ago and is now on the brink of success, meeting with world-class conductors and high-powered managers, and running around town auditioning for roles.

Kerry is a 33-year-old opera singer on the edge of a flourishing career. She came to the city seven years ago and is now on the brink of success, meeting with world-class conductors and high-powered managers, and running around town auditioning for roles.

273 watches

Donna, 47, works as a sales rep for a printing company on Long Island, near New York City. She talks to clients on the phone ... good thing, given that she wears seasonal items and '70s leftovers. Sweaters with pumpkins, fall leaves and ice skaters, plus

Donna, 47, works as a sales rep for a printing company on Long Island, near New York City. She talks to clients on the phone ... good thing, given that she wears seasonal items and '70s leftovers. Sweaters with pumpkins, fall leaves and ice skaters, plus

284 watches

Eileen is only 29 but dresses like she's 50. Her clothes are dumpy, frumpy and totally lacking in appeal. Her best friend and three sisters think she needs a sexy new image and conspire with WNTW host Jillian Hamilton to give her a brand-new/updated look.

Eileen is only 29 but dresses like she's 50. Her clothes are dumpy, frumpy and totally lacking in appeal. Her best friend and three sisters think she needs a sexy new image and conspire with WNTW host Jillian Hamilton to give her a brand-new/updated look.

331 watches

At age 24, Morna still dresses like a slouchy college student. She works for a major cosmetics company in Manhattan's classy Rockefeller Center Ã¢â‚¬â€ but in billowing skirts, worn-out sandals and an actual headband. After being filmed secretly for week

At age 24, Morna still dresses like a slouchy college student. She works for a major cosmetics company in Manhattan's classy Rockefeller Center Ã¢â‚¬â€ but in billowing skirts, worn-out sandals and an actual headband. After being filmed secretly for week